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Director, Revenue Operations

Squarespace is looking for a Director, Revenue Operations to lead and manage the end-to-end revenue operations function, driving operational efficiency and aligning processes, systems, and data across the revenue-generating teams. You will collaborate with senior leadership to develop strategies, streamline workflows, and improve forecasting, reporting, and analytics to ensure consistent revenue growth. Your leadership and expertise will be critical in scaling our revenue engine to meet both short-term and long-term business objectives.

You will report to the Senior Director, FP&A and be based out of our NYC headquarters.

RESPONSIBILITIES

  • Collaborate with cross-functional teams including Legal, Sales & Marketing, Customer Operations, Product Management and Engineering, to identify and drive important business initiatives, aligning operational efficiencies to revenue outcomes.
  • Collaborate with Product, Engineering, and other cross-functional teams to ensure that the technology ecosystem is integrated and aligned to support revenue goals.
  • Business owner for systems related to Order Management, Billing, Collections and Cash Applications, including design, roadmap planning, optimizations and project sponsorship.
  • Manage relationships with key third party partners related to the processing and billing of SQSP customers. 
  • Apply knowledge of best practices surrounding the deal desk to streamline and scale. 
  • Ensure clean, accurate, and actionable data for all revenue teams, utilizing CRM systems (e.g., Salesforce) and other tools to support reporting, dashboards, and analytics.
  • Evaluate Billing & Collections data, as well as user feedback to make sound, data driven recommendations to reduce Billing Errors and Cash Collections delays, collaborating to manage risk and fraud related to core billing for the company. 
  • Assist with external financial audits, SOC audits, and other due diligence requests
  • Develop and implement systems to track and report on revenue KPIs, sales performance, and pipeline progress.

QUALIFICATIONS

  • Bachelor's Degree in Business, Accounting, Finance; PMP certified preferred
  • 12+ years of progressive Revenue and Financial Operations experience
  • Experience with ASC 606
  • Large billing SaaS system experience with emphasis on Billing, AR Module, Projects Module, Case Management or equivalent; multiple examples of large transformations
  • Salesforce.com experience, ideally working knowledge of Salesforce CPQ (Configure, Price, Quote)
  • Extensive experience developing and optimizing order to cash processes and systems
  • Proven experience working with sales, marketing, and customer success teams in a fast-paced, high-growth environment
  • Expertise in CRM systems (e.g., Salesforce, HubSpot) and revenue operations tools (e.g., Tableau, Domo, or similar analytics tools)
  • Exceptional communication and leadership skills, with experience managing and mentoring teams
  • Ability to work cross-functionally and manage multiple priorities in a fast-moving environment

Benefits & Perks

  • A choice between medical plans with an option for 100% covered premiums 
  • Fertility and adoption benefits
  • Access to supplemental insurance plans for additional coverage
  • Headspace mindfulness app subscription
  • Global Employee Assistance Program
  • Retirement benefits with employer match
  • Flexible paid time off
  • 20 weeks for parental leave and up to 12 weeks to care for an ill family member
  • Pretax commuter benefit
  • Education reimbursement
  • Employee donation match to community organizations
  • 6 Global Employee Resource Groups (ERGs)
  • Dog-friendly workplace
  • Free lunch and snacks
  • Private rooftop
  • Hack week twice per year

About Squarespace

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

Our Commitment

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customers, but we also work toward the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.

 

#LI-Hybrid

Thank you in advance for providing the following details about your work history from your resume! This helps us ensure that your candidate information is accurate and consistent during the hiring process.

 

Squarespace will never solicit your personal banking information or ask you to transfer money in connection with a job offer or interview. We also will not reach out to you via phone or SMS without your permission or knowledge.

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Average salary estimate

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What You Should Know About Director, Revenue Operations, Squarespace

Are you ready to take the reins in a dynamic role? Squarespace is on the lookout for a passionate and experienced Director, Revenue Operations to join our NYC team. In this pivotal position, you will spearhead the end-to-end revenue operations function, ensuring that our revenue-generating teams are operating as efficiently as possible. Your expertise will help streamline workflows and align our systems and processes to foster consistent revenue growth. Collaborating with senior leadership, you will play a crucial role in formulating strategies that enhance our forecasting and analytics capabilities. You’ll work closely with cross-functional teams—think Legal, Sales, Marketing, Customer Operations, and even Engineering—to drive impactful business initiatives. As the business owner for systems like Order Management, Billing, and Collections, you’ll have the opportunity to shape the future of our revenue engine. If you’re excited about using data to make informed decisions and leading a talented team of professionals, this role could be your perfect match! Join us at Squarespace, where you can make a real impact and help entrepreneurs around the world succeed online.

Frequently Asked Questions (FAQs) for Director, Revenue Operations Role at Squarespace
What are the day-to-day responsibilities of the Director, Revenue Operations at Squarespace?

As the Director, Revenue Operations at Squarespace, you will oversee the entire revenue operations function, focusing on enhancing operational efficiency. Your day-to-day responsibilities will include collaborating with cross-functional teams, managing relationships with third-party partners, and ensuring clean and actionable data for revenue teams. You will also lead initiatives related to systems like Order Management and Billing while developing strategies to optimize revenue streams.

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What qualifications are required for the Director, Revenue Operations position at Squarespace?

To be successful as a Director, Revenue Operations at Squarespace, candidates should possess a Bachelor's Degree in Business, Accounting, or Finance, with PMP certification preferred. You should have over 12 years of progressive Revenue and Financial Operations experience, particularly with large billing SaaS systems. Experience with ASC 606, Salesforce, and optimizing order to cash processes is also crucial.

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How does the Director, Revenue Operations role contribute to Squarespace's overall business goals?

The Director, Revenue Operations at Squarespace is integral to achieving our business objectives. By leading operational efficiencies and ensuring alignment between various teams, you will directly impact our revenue growth. Your role in optimizing forecasting, reporting, and analytics will also play a key part in strategic planning and decision-making, enabling Squarespace to scale effectively.

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What opportunities for advancement exist for a Director, Revenue Operations at Squarespace?

At Squarespace, the role of Director, Revenue Operations can lead to further leadership opportunities within the finance and operations areas. Given the fast-paced growth of the company, there is a potential for career development and progression into senior leadership roles, enabling you to drive broader strategic initiatives across the organization.

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What are the benefits offered to the Director, Revenue Operations at Squarespace?

The Director, Revenue Operations at Squarespace enjoys a comprehensive benefits package including medical plans with covered premiums, generous parental leave, flexible paid time off, and educational reimbursement. Additionally, employees can access wellness programs like the Headspace mindfulness app, enjoy a dog-friendly workplace, and benefit from employee donation matching to community organizations.

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Common Interview Questions for Director, Revenue Operations
Can you describe your experience with revenue operations?

When answering this question, focus on providing specific examples of your past roles in revenue operations, highlighting your experience with processes such as order to cash, billing, and data management. Discuss how your experience aligns with Squarespace’s goals and the diverse operations you’ve managed.

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How do you prioritize projects in a fast-paced environment?

Share your approach to project management and prioritization, emphasizing your ability to align projects with business goals. Discuss methodologies you use, such as agile or lean processes, and provide examples where you successfully managed competing priorities in your previous roles.

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What strategies do you employ to ensure data accuracy for revenue reporting?

Talk about the processes you implement to maintain data integrity, including utilizing CRM systems and ensuring regular audits. Mention any past experiences where you addressed data discrepancies effectively, showing your attention to detail and commitment to informed decision-making.

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How have you collaborated with cross-functional teams in previous roles?

When answering, provide examples that showcase successful collaboration with various departments such as Sales, Marketing, and Customer Operations. Highlight how these initiatives positively impacted revenue outcomes and how you navigated any challenges that arose during collaboration.

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What is your experience with ASC 606 and how would you apply it at Squarespace?

Explain your knowledge of ASC 606 and how you have applied it in your previous roles. Discuss its relevance in ensuring compliance in revenue recognition and how you would leverage this experience to support Squarespace’s financial strategies and reporting.

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How do you handle conflicts within a team?

Share your approach to conflict resolution, emphasizing your communication skills and ability to remain calm under pressure. Provide a specific example of a situation where you successfully resolved a conflict, demonstrating your leadership qualities.

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What tools and technologies are you familiar with in revenue operations?

List the various tools and technologies you have used, such as Salesforce, Tableau, and any billing systems. Talk about how you have optimized revenue operations using these tools and how they contributed to achieving operational efficiency.

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What is your approach to developing and mentoring a team?

Discuss your leadership style and how you prioritize the growth and development of your team. Mention specific strategies or programs you’ve implemented to mentor team members and how you measure their success in achieving professional growth.

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How would you evaluate the effectiveness of the revenue operations function?

Outline key performance indicators (KPIs) you would track to assess the revenue operations function, including metrics for sales performance and pipeline progress. Discuss how regular analysis of these KPIs would inform strategy adjustments and operational improvements.

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How do you stay updated on industry trends impacting revenue operations?

Share your methods for staying informed about industry developments, such as attending conferences, participating in webinars, or following relevant publications. Emphasize how this knowledge informs your practices and helps you implement innovative solutions in revenue operations.

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Squarespace is an American website building and hosting company based in New York City. The company is committed to providing SaaS for website building and hosting, and allows users to use pre-built website templates to create and modify webpages.

124 jobs
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BADGES
Badge Family FriendlyBadge Future MakerBadge InnovatorBadge Work&Life Balance
CULTURE VALUES
Rise from Within
Mission Driven
Customer-Centric
Empathetic
Inclusive & Diverse
Passion for Exploration
Fast-Paced
Growth & Learning
BENEFITS & PERKS
Medical Insurance
Dental Insurance
Vision Insurance
Mental Health Resources
Life insurance
Disability Insurance
Health Savings Account (HSA)
Flexible Spending Account (FSA)
Conferences Stipend
Education Stipend
Learning & Development
Paid Time-Off
FUNDING
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
April 9, 2025

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